JPH0222209A - Herbicidal composition - Google Patents
Herbicidal compositionInfo
- Publication number
- JPH0222209A JPH0222209A JP63171346A JP17134688A JPH0222209A JP H0222209 A JPH0222209 A JP H0222209A JP 63171346 A JP63171346 A JP 63171346A JP 17134688 A JP17134688 A JP 17134688A JP H0222209 A JPH0222209 A JP H0222209A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- herbicidal
- glyphosate
- component
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 27
- 239000004480 active ingredient Substances 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- -1 phosphonomethyl Chemical group 0.000 claims description 10
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 2
- 239000004471 Glycine Substances 0.000 claims 1
- FOUWCSDKDDHKQP-UHFFFAOYSA-N flumioxazin Chemical compound FC1=CC=2OCC(=O)N(CC#C)C=2C=C1N(C1=O)C(=O)C2=C1CCCC2 FOUWCSDKDDHKQP-UHFFFAOYSA-N 0.000 claims 1
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 abstract description 21
- 241000196324 Embryophyta Species 0.000 abstract description 17
- 239000005562 Glyphosate Substances 0.000 abstract description 16
- 229940097068 glyphosate Drugs 0.000 abstract description 16
- 150000001875 compounds Chemical class 0.000 abstract description 14
- 238000001228 spectrum Methods 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- UZTZKICRSWXRFQ-UHFFFAOYSA-N 3a,4,5,6-tetrahydroisoindole-1,3-dione Chemical class C1CCC2C(=O)NC(=O)C2=C1 UZTZKICRSWXRFQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000009472 formulation Methods 0.000 description 15
- 239000004563 wettable powder Substances 0.000 description 10
- 239000004009 herbicide Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 229910052814 silicon oxide Inorganic materials 0.000 description 6
- 238000002156 mixing Methods 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 244000025254 Cannabis sativa Species 0.000 description 4
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 4
- 241000234646 Cyperaceae Species 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 4
- 239000001768 carboxy methyl cellulose Substances 0.000 description 4
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 4
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 241000254032 Acrididae Species 0.000 description 2
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 2
- 240000006891 Artemisia vulgaris Species 0.000 description 2
- 241000237858 Gastropoda Species 0.000 description 2
- 206010053759 Growth retardation Diseases 0.000 description 2
- 240000001549 Ipomoea eriocarpa Species 0.000 description 2
- 235000005146 Ipomoea eriocarpa Nutrition 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 241001076438 Oxya japonica Species 0.000 description 2
- 240000001090 Papaver somniferum Species 0.000 description 2
- 235000008753 Papaver somniferum Nutrition 0.000 description 2
- 244000064622 Physalis edulis Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 2
- 239000002420 orchard Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- ZMESHQOXZMOOQQ-UHFFFAOYSA-N 1-(naphthalen-1-ylmethyl)naphthalene Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 ZMESHQOXZMOOQQ-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- 241001311476 Abies veitchii Species 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 235000004405 Ageratum conyzoides Nutrition 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 235000015701 Artemisia arbuscula Nutrition 0.000 description 1
- 235000002657 Artemisia tridentata Nutrition 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 244000277285 Cassia obtusifolia Species 0.000 description 1
- 235000006719 Cassia obtusifolia Nutrition 0.000 description 1
- 241001335577 Ceratophyllum echinatum Species 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 240000003538 Chamaemelum nobile Species 0.000 description 1
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 1
- 235000008495 Chrysanthemum leucanthemum Nutrition 0.000 description 1
- 244000144786 Chrysanthemum segetum Species 0.000 description 1
- 235000005470 Chrysanthemum segetum Nutrition 0.000 description 1
- 241000233839 Commelina communis Species 0.000 description 1
- 241000207892 Convolvulus Species 0.000 description 1
- 244000074881 Conyza canadensis Species 0.000 description 1
- 235000004385 Conyza canadensis Nutrition 0.000 description 1
- 244000301850 Cupressus sempervirens Species 0.000 description 1
- 240000003173 Drymaria cordata Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 244000228957 Ferula foetida Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- 240000007218 Ipomoea hederacea Species 0.000 description 1
- 240000007049 Juglans regia Species 0.000 description 1
- 235000009496 Juglans regia Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241000520028 Lamium Species 0.000 description 1
- 240000000486 Lepidium draba Species 0.000 description 1
- 235000000391 Lepidium draba Nutrition 0.000 description 1
- 235000013939 Malva Nutrition 0.000 description 1
- 240000000982 Malva neglecta Species 0.000 description 1
- 235000000060 Malva neglecta Nutrition 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- 208000003351 Melanosis Diseases 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 240000000432 Pistacia chinensis Species 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 244000292697 Polygonum aviculare Species 0.000 description 1
- 235000006386 Polygonum aviculare Nutrition 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 244000234609 Portulaca oleracea Species 0.000 description 1
- 235000001855 Portulaca oleracea Nutrition 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- 244000184734 Pyrus japonica Species 0.000 description 1
- 240000003829 Sorghum propinquum Species 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 244000225942 Viola tricolor Species 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- SFLMUHDGSQZDOW-FAOXUISGSA-N coniferin Chemical compound COC1=CC(\C=C\CO)=CC=C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 SFLMUHDGSQZDOW-FAOXUISGSA-N 0.000 description 1
- SFLMUHDGSQZDOW-IBEHDNSVSA-N coniferoside Natural products COC1=CC(C=CCO)=CC=C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 SFLMUHDGSQZDOW-IBEHDNSVSA-N 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 210000002303 tibia Anatomy 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
Abstract
Description
【発明の詳細な説明】 〈産業上の利用分針〉 本発明は新規な除草組成物に関するものである。[Detailed description of the invention] <Industrial use minute hand> The present invention relates to a novel herbicidal composition.
〈従来の技術および発明が解決しようとする課題〉現在
、農耕地あるいは非農耕地用として、数多くの除草剤が
使用されているが、防除の対象となる雑草は、種類も多
く、発生も長期にわたるため、より除草効果が高く、幅
広い殺草スペクトルを持った除草剤の開発が望まれてい
る。<Prior art and problems to be solved by the invention> Currently, many herbicides are used for agricultural and non-agricultural land, but the weeds that are targeted for control are many types and have long-term emergence. Therefore, it is desired to develop herbicides with higher herbicidal effects and a broader herbicidal spectrum.
作物植付前、あるいは耕起前に処理できる除草剤として
、グリホサートがあるが、これは薬剤を処理してから雑
草が完全枯死に至るまでの期間が比較的に長く、10日
程度以上必要である。この殺草期間を少しでも短くする
ξとができれば、農家は次の農作業、例えば作物植付や
耕起がその分早くできることになり非常に有利となる。Glyphosate is a herbicide that can be applied before planting crops or tilling, but it takes a relatively long time for weeds to completely die after application, and it takes about 10 days or more. be. If it is possible to shorten this weeding period even a little, farmers will be able to start their next agricultural work, such as planting crops or plowing, that much sooner, which will be very advantageous.
く課題を解決するための手段〉
本発明者等はこのような課題に合致する除草剤を開発す
べく種々検討した結果、式
で示される2−〔7−フルオロ−3,4−ジヒドロ−8
−オキソ−4−(2−プロピニル)−2H−1,4−ベ
ンゾオキサジン−6−イル〕−45,6,7−テトラヒ
ドロ−1H−イソインドール−1,3(2H)−ジオン
(以下、化合物(!〕と記す。)と、式
置
H
で示されるN−(ホスホノメチル)グリシンもしくはそ
の塩(以下、グリホサートと記す。)とを有効成分とし
て含有する除草組成物(以下、本発明組成物と記す。)
が農耕地あるいは非農耕地に発生する広範囲の雑草を防
除し、しかもその除草効果はそれらを単独で用いる場合
に比較して相乗的に増大し、低薬量で施用でき、殺草ス
ペクトルが拡大し、さらに、除草効果の発現が著しく早
まることを見い出し本発明を完成した。本発明組成物の
除草効果の発現は薬剤処理の翌日あるいは翌々日から症
状を示し、草種により差はあるが、通常1週間以内でほ
ぼ完全に枯殺するξとが可能となる。Means for Solving the Problems> As a result of various studies in order to develop a herbicide that meets these problems, the present inventors found that 2-[7-fluoro-3,4-dihydro-8
-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl]-45,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione (hereinafter referred to as compound (denoted as !)) and N-(phosphonomethyl)glycine or its salt represented by the formula H (hereinafter referred to as glyphosate) as active ingredients (hereinafter referred to as the composition of the present invention). )
control a wide range of weeds that occur in agricultural or non-agricultural land, and their herbicidal effects are synergistically increased compared to when they are used alone, can be applied at low dosages, and have an expanded herbicidal spectrum. Furthermore, they discovered that the onset of herbicidal effect is significantly accelerated, and completed the present invention. The herbicidal effect of the composition of the present invention shows symptoms the day after or the day after the chemical treatment, and although it varies depending on the grass species, it is usually possible to almost completely kill the grass within one week.
本発明組成物によって防除できる雑草としては、例えば
ソバカズラ、サナエタデ、ギシギシ、スベリヒエ、ハコ
ベ、シロザ、アオゲイトウ、タイコン、ノハラガラシ、
ナズナ、タネツケバナ、アメリカツノクサネム、エビス
グサ、イチビ、アメリカキンゴジカ、フィールドパンジ
ー、ヤエムグラ、アメリカアサガオ、マルバアサガオ、
セイヨウヒルガオ、ヒメオドリコソウ、ホトケノザ、シ
ロパナチ、ウセンアサガオ、イヌホオズキ、オオイヌノ
フグリ、オナモミ、オニノゲシ、ヒマワリ、イヌカミツ
レ、コーンマリーゴールド、ヨモギ、オオアレチノギク
等の広葉雑草、カモジグサ、ヒエ、イヌビエ、エノコロ
グサ、メヒシバ、スズメノカタビラ、スズメノカタビラ
、ノスズメノテッポウ、エンバク、カラスムギ、セイバ
ンモロコシ、シバムギ、ウマノチャヒキ、ギ、ウギシバ
等のイネ科雑草およびツユクサ等のツユクサ科雑草、コ
ゴメガヤツリ、ハマスゲ等のカヤツリグサ科雑草等があ
げられる。Weeds that can be controlled by the composition of the present invention include, for example, freckle grass, snail knotweed, snail grass, purslane, chickweed, whiteweed, stagweed, tibiae, sagebrush,
Shepherd's shepherd's shepherd's shepherd's nape, American hornwort, Ebisugusa, Ichibi, American gold deer, field pansy, Yaemura, American morning glory, Malva morning glory,
Broad-leafed weeds such as Convolvulus, Orientalis, Lamium japonica, White-breasted herb, Japanese Morning Glory, Japanese Physalis, Japanese Physalis, Japanese fir tree, Japanese poppy, sunflower, Japanese chamomile, corn marigold, mugwort, Japanese violet, etc.; , Sparrowberry, Examples include weeds of the Poaceae family, such as grasshopper, oat, oat, Seiban sorghum, grasshopper, horseweed, Japanese cypress, Cyperaceae weeds such as Asiatic dayflower, and Cyperaceae weeds such as Cyperaceae and Cyperaceae.
化合物〔す(特開昭61−76486号公報参照)は除
草効力を有し、また、グリホサート(C,RlWort
hing et al、s The Pe5tic
ide Manua18th Ed、(1987)
p449−450)は除草剤として知られている。なお
、N−(ホスホノメチル)グリシンの塩としてはイソプ
ロピルアミン塩等をあげることができる。The compound (see JP-A-61-76486) has a herbicidal effect, and glyphosate (C, RlWort) has a herbicidal effect.
hing et al, s The Pe5tic
ide Manua 18th Ed, (1987)
p449-450) are known as herbicides. In addition, an isopropylamine salt etc. can be mentioned as a salt of N-(phosphonomethyl)glycine.
本発明組成物の有効成分である化合物〔!〕とグリホサ
ートとの混合割合は、比較的広範囲に変えることができ
るが、通常の化合物【111重量部に対して、グリホサ
ートは0.5〜1001[fi部、好ましくは1〜70
′N量部である。The compound that is the active ingredient of the composition of the present invention [! ] and glyphosate can be varied over a relatively wide range, but the mixing ratio of glyphosate to 111 parts by weight of a normal compound [fi parts] is 0.5 to 1001 [fi parts, preferably 1 to 70 parts by weight].
'N parts.
本発明組成物は、通常固体担体、界面活性剤、その他の
製剤用補助剤等と混合して、水和剤、懸濁剤等に製剤し
て用いられる。The composition of the present invention is usually mixed with solid carriers, surfactants, other formulation auxiliaries, etc., and formulated into wettable powders, suspensions, etc., and used.
これらの製剤中には、有効成分である化合物[すとグリ
ホサートとが合わせて、重麓部で1〜90%、好ましく
は2〜80%含まれる。These preparations contain 1 to 90%, preferably 2 to 80% of the active ingredients, compound [sugar and glyphosate, at the base of the preparation].
固体担体としては、カオリンクレー アッタパルジャイ
トクレー、ベントナイト、酸性白土、パイロフィライト
、タルク、珪藻土、方解石、クルミ殻粉、尿素、硫酸ア
ンモニウム、合成含水酸化珪素等の微粉末あるいは粒状
物があげられる。Examples of the solid carrier include fine powders or granules such as kaolin clay, attapulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, walnut shell powder, urea, ammonium sulfate, and synthetic hydrous silicon oxide.
分散、湿層等のために用いられる界面活性剤としては、
アルキル硫酸エステル塩、アルキルアリールスルホン酸
塩、ジアルキルスルホこはく酸(塩およびエステル)、
ポリオキシエチレンアルキルアリールエーテルりん酸エ
ステル塩等の陰イオン界面活性剤、ポリオキシエチレン
アルキルエーテル、ポリオキシエチレンアルキルアリー
ルエーテル、ポリオキシエチレンポリオキシプロピレン
ブロックコポリマー ソルビクン脂肪酸エステル、ポリ
オキシエチレンソルビタン脂肪酸エステル等の非イオン
界面活性剤等があげられる。Surfactants used for dispersion, wet layer, etc.
Alkyl sulfate salts, alkylaryl sulfonates, dialkyl sulfosuccinic acids (salts and esters),
Anionic surfactants such as polyoxyethylene alkylaryl ether phosphate ester salts, polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether, polyoxyethylene polyoxypropylene block copolymer, sorbicun fatty acid ester, polyoxyethylene sorbitan fatty acid ester, etc. Examples include nonionic surfactants.
その他の製剤用補助剤としては、リグニンスルホン酸塩
、アルギン酸塩、−リビニルアルコール、アラビアガム
、CMC(カルボキシメチルセルロース) 、PAP
(酸性りん酸イソプロピル)等があげられる。Other formulation adjuvants include lignin sulfonate, alginate, -rivinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PAP.
(acidic isopropyl phosphate), etc.
製剤された本発明組成物は、例えば、雑草の出芽後に茎
葉処理して用いられる。The formulated composition of the present invention is used, for example, by treating the foliage of weeds after they emerge.
また、他の除草剤と混合して用いることにより、さらに
除草効力の増強を期待できる。あるいは、殺虫剤、殺ダ
ニ剤、殺線虫剤、殺菌剤、植物生長調節剤等と混合して
用いることもできる。Moreover, by mixing it with other herbicides, it is expected that the herbicidal efficacy will be further enhanced. Alternatively, it can be used in combination with insecticides, acaricides, nematicides, fungicides, plant growth regulators, and the like.
本発明組成物は、畑地、休耕地、水田の田圭畔、果樹園
、牧草地、芝生地、森林または非農耕地等の除草剤とし
て用いることもできる。The composition of the present invention can also be used as a herbicide for fields, fallow fields, paddy fields, orchards, pastures, lawns, forests, non-agricultural lands, and the like.
本発明組成物の施用量は、有効成分の混合比、薬剤の製
剤形態、対象雑草の種類、気象条件等により異なるが、
通常1ヘクタール当りの総有効成分量が100〜500
(l好ましくは200〜8000S’である。水和剤、
懸濁剤等は、通常その所定量を1ヘクタール当り100
−1000/の水で希釈して施用する。希釈する際には
必要により、展着剤等の補助剤を添加してもよく、該補
助剤としては前記の界面活性剤の他、ポリオキシエチレ
ン樹脂酸(エステル)、リグニンスルホン酸塩、アビエ
チン酸塩、ジナフチルメタンジスルホン酸塩、パラフィ
ン、ペトロレウムオイル(Petroleum oil
) 等があげられる。The application amount of the composition of the present invention varies depending on the mixing ratio of the active ingredients, the formulation form of the drug, the type of target weed, weather conditions, etc.
Usually the total amount of active ingredients per hectare is 100-500
(l is preferably 200 to 8000 S'. Wettable powder,
Suspending agents, etc. are usually used at a prescribed amount of 100% per hectare.
- Apply diluted with 1000/ml of water. When diluting, auxiliary agents such as a spreading agent may be added as necessary. In addition to the surfactants mentioned above, such auxiliary agents include polyoxyethylene resin acid (ester), lignin sulfonate, abietin, etc. acid salt, dinaphthylmethane disulfonate, paraffin, petroleum oil
) etc.
〈実施例〉
次に、製剤例および試験例をあげて本発明をさらに詳し
く説明するが、本発明はこれらの実施例に限定されるも
のではない。<Examples> Next, the present invention will be explained in more detail with reference to formulation examples and test examples, but the present invention is not limited to these examples.
まず、製剤例を示す。なお、部は重量部を表わす。First, a formulation example will be shown. Note that parts represent parts by weight.
製剤例1
化合物(I) 1 il 、グリホサート50X!、リ
グニンスルホン酸カルシウム8部、ラウリル硫酸ナトリ
ウム2部および合成含水酸化珪素44部をよく粉砕混合
して水和剤を得る。Formulation Example 1 Compound (I) 1 il, glyphosate 50X! , 8 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate, and 44 parts of synthetic hydrous silicon oxide are thoroughly ground and mixed to obtain a wettable powder.
製剤例2
化合物(111部、グリホサート20部、ポリオキシエ
チレンソルビタンモノオレエート8部、CMC8部、水
78部を混合し、粒度が5ミクロン以下になるまで湿式
粉砕して懸濁剤を得る。Formulation Example 2 A suspension is obtained by mixing 111 parts of the compound, 20 parts of glyphosate, 8 parts of polyoxyethylene sorbitan monooleate, 8 parts of CMC, and 78 parts of water, and wet-pulverizing the mixture until the particle size becomes 5 microns or less.
製剤例8
化合物(1) 25部、グリホサート25部、リグニン
スルホン酸カルシウム8部、ラウリル硫酸ナトリウム2
部および合成含水酸化珪素45部をよく粉砕混合して水
和剤を得る。Formulation Example 8 Compound (1) 25 parts, glyphosate 25 parts, calcium lignin sulfonate 8 parts, sodium lauryl sulfate 2
1 part and 45 parts of synthetic hydrated silicon oxide are thoroughly ground and mixed to obtain a hydrating powder.
製剤例4
化合物(I) 0.7部、グリホサート49部、リグニ
ンスルホン酸カルシウム8部、ラウリル硫酸ナトリウム
2部および合成含水酸化珪素46.8部をよく粉砕混合
して水和剤を得る。Formulation Example 4 0.7 parts of compound (I), 49 parts of glyphosate, 8 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate, and 46.8 parts of synthetic hydrous silicon oxide are thoroughly ground and mixed to obtain a wettable powder.
製剤例5
化合物(131,5部、グリホサート50部、リグニン
スルホン酸カルシウム8部、ラウリル硫酸ナトリウム2
部および合成含水酸化珪素48.5部をよく粉砕混合し
て水和剤を得る。Formulation Example 5 Compound (131.5 parts, glyphosate 50 parts, calcium lignin sulfonate 8 parts, sodium lauryl sulfate 2 parts)
1 part and 48.5 parts of synthetic hydrated silicon oxide are thoroughly ground and mixed to obtain a wettable powder.
製剤例6
化合物(1) 0.4部、グリホサート1.6部、ポリ
オキシエチレンソルビタンモノオレエート1部、CMC
1部、水96部を混合し、粒度が6ミクロン以下になる
まで湿式粉砕して懸濁剤を得る。Formulation Example 6 Compound (1) 0.4 parts, glyphosate 1.6 parts, polyoxyethylene sorbitan monooleate 1 part, CMC
1 part and 96 parts of water are mixed and wet-milled until the particle size is 6 microns or less to obtain a suspension.
製剤例7
化合物[1] 0.4部、ツルポール■5050 (東
邦化学品、ジアルキルスルホコハク酸塩50%含有)1
0部、リグニンスルホン酸ナトリウム4部、合成含水酸
化珪素5部、クレー79部を混合した後、グリホサート
1.6部を入れて混合し、粉砕することにより水和剤を
得る。Formulation Example 7 Compound [1] 0.4 parts, Tsurpol ■5050 (Toho Chemicals, containing 50% dialkyl sulfosuccinate) 1
After mixing 0 parts of sodium ligninsulfonate, 4 parts of synthetic hydrous silicon oxide, and 79 parts of clay, 1.6 parts of glyphosate is added, mixed, and pulverized to obtain a wettable powder.
次に、試験例により本発明組成物の効果を具体的に示す
。なお、本試験で用いたグリホサートはN−(ホスホノ
メチル)グリシンのイソプロピルアミン塩である。Next, the effects of the composition of the present invention will be specifically illustrated by test examples. Note that the glyphosate used in this test is an isopropylamine salt of N-(phosphonomethyl)glycine.
試験例1
屋外に設置した内径50cxX50cm%深さ801の
コンクリートポットに畑地土壌(砂壌土)を詰め、ウマ
ノチャヒキ、カラスムギ、スズメノテッ?つ、ヤエムグ
ラ、ソバカズラおよびタネッケバナを播種し、40日間
育成した。その後、製剤例1.8.4または5に準じて
供試物を水和剤にし、その所定量を、ジアルキルスルホ
サクシネート含有界面活性剤を0.2N(容量)含む1
ヘクタ散布した。この時、各雑草の葉令は1−8葉期、
草丈4−8国であった。処理後8日目および199日目
除草効力を調査した。Test Example 1 A concrete pot with an inner diameter of 50 cm x 50 cm and a depth of 80 cm placed outdoors was filled with upland soil (sandy loam), and the soil was filled with field soil (sandy loam). The seeds were sown and grown for 40 days. Thereafter, the test material was made into a wettable powder according to Formulation Example 1.8.4 or 5, and a predetermined amount of the wettable powder was added to 1
Spread hecta. At this time, the leaf age of each weed is 1-8 leaf stage,
The plant height was 4-8 cm. The herbicidal efficacy was investigated on the 8th and 199th day after treatment.
評価基準は0(無影響)から10(完全枯死)までの数
字で表わした。結果を第1表および第2表に示す。The evaluation criteria were expressed as numbers from 0 (no effect) to 10 (complete death). The results are shown in Tables 1 and 2.
第 1
表
第 2 表
試験例2
梨園に自然発生している下草に対する本発明組成物の除
草活性を調べるため、1区2.8 m X 8.6m、
8反復の試験区を設定した。Table 1 Table 2 Test Example 2 In order to investigate the herbicidal activity of the composition of the present invention against undergrowth naturally occurring in pear orchards, one plot was 2.8 m x 8.6 m;
Eight replicate test plots were set up.
製剤例1.8.4または5に準じて供試物を水和剤にし
、その所定量を、ジアルキルスルホサクシネート含有の
界面活性剤を0.2%(容量)含む第 8 表
面に均一に散布した。このとき各雑草の草丈はメヒシバ
510am、イヌビエ80 400m、オニノゲシ80
−40>、オオアレチノギク5−101、ハルタデ40
70>、アオビユ5 1001であった。処理16日
後に試験例1と同様の方法で除草効力を1lifシた。The test material is made into a wettable powder according to Formulation Example 1.8.4 or 5, and a predetermined amount of the wettable powder is uniformly applied to the surface of the 8th plate containing 0.2% (volume) of a dialkyl sulfosuccinate-containing surfactant. Spread. At this time, the plant heights of each weed were 510 m for Japanese grasshopper, 400 m for Japanese grasshopper, and 80 m for Japanese poppy.
-40>, Oarachinogiku 5-101, Hurtade 40
70>, Aobiyu 5 1001. After 16 days of treatment, the herbicidal efficacy was reduced to 1 lif using the same method as in Test Example 1.
その結果を第8表に示す。The results are shown in Table 8.
試験例8
内径16C11%深さ191のワグネルポットに畑地土
壌(砂壌土)を詰め、ウマノチャヒキを播種し屋外で4
0日間育生した。製剤例1.8.4または5に準じて供
試物を水和剤にし、その所定量をポリオキシエチレンド
デシルエーテル系界面活性剤を80X含有する市販剤を
0.2%(容量)含む1ヘクタールあたり500リツト
ル相当の水で希釈し、小型噴霧器で植物体の上方から茎
葉部全面に均一に散布した。このとき、ウマノテヤヒキ
の生育状況は葉令8葉期、草丈約10C11であった。Test Example 8 A Wagner pot with an inner diameter of 16C and 11% and a depth of 191 cm was filled with upland soil (sandy loam), seeded with Umanochahiki, and placed outdoors for 4 hours.
It was grown for 0 days. The test material was made into a wettable powder according to Formulation Example 1.8.4 or 5, and the predetermined amount was 1 containing 0.2% (volume) of a commercially available product containing 80X polyoxyethylene dodecyl ether surfactant. It was diluted with water equivalent to 500 liters per hectare and sprayed uniformly over the entire foliage area from above the plant using a small sprayer. At this time, the growth status of Umanoteyahiki was 8 leaf stage and the plant height was about 10C11.
処理20日後に除草効力を調査した。The herbicidal efficacy was investigated 20 days after the treatment.
なお、除草効力は調査時に枯れ残った供試植物の地上部
の生N鍬をはかり、次式により算出した生育抑制串間で
示す。In addition, the herbicidal efficacy is expressed by the growth suppression distance calculated by the following formula by measuring the fresh N hoe of the above-ground parts of the test plants that remained withered at the time of the survey.
生育抑制串間− 結果を第4表に示す。Growth suppression Kushima- The results are shown in Table 4.
第 4
表
第4表の結果を等効果線法〔深見順−1上杉康彦、石塚
輪造、富沢長次部編農薬実験法第8巻除草剤編第1版第
109〜111頁(1981年)ソフトサイエンス社発
行参照〕により作図した。Table 4 The results in Table 4 were summarized using the isoeffect line method [Fukami order-1 Yasuhiko Uesugi, Rinzo Ishizuka, Choji Tomizawa eds. Pesticide Experimental Methods Volume 8 Herbicides Edition 1st edition pp. 109-111 (1981) ) Published by Soft Science Co., Ltd.].
その結果を第1図に示す。該図より、本発明組成物が相
乗効果を有することは明らかである。The results are shown in FIG. From the figure, it is clear that the composition of the present invention has a synergistic effect.
〈発明の効果〉
本発明組成物は、農耕地または非農耕地に発生する広範
囲の雑草を防除し、また、除草効果の発現が速やかであ
る優れた除草組成物である。<Effects of the Invention> The composition of the present invention is an excellent herbicidal composition that controls a wide range of weeds that occur in agricultural or non-agricultural land, and exhibits a herbicidal effect quickly.
第1図は試験例8中の第4表に記載のウマノチャヒキに
対する除草効力を基に等効果線法により作図したもので
ある。
縦軸はグリホサートの°薬量 (P/ha)を、横軸は
化合物(すの薬量(y/ha)をそれぞれ表わす。生育
抑制率90%の相加効果を破線で、実際の生育抑制率9
0%の等効果線を実線で示した。
\、
\
第1図FIG. 1 is a diagram drawn by the iso-effect line method based on the herbicidal efficacy against P. chinensis described in Table 4 of Test Example 8. The vertical axis represents the dose of glyphosate (P/ha), and the horizontal axis represents the dose of the compound (y/ha). rate 9
The 0% isoeffect line is shown as a solid line. \, \ Figure 1
Claims (1)
4−(2−プロピニル)−2H−1,4−ベンゾオキサ
ジン−6−イル〕−4,5,6,7−テトラヒドロ−1
H−イソインドール−1,3(2H)−ジオンとN−(
ホスホノメチル)グリシンもしくはその塩とを有効成分
として含有することを特徴とする除草組成物。[Claims] 2-[7-fluoro-3,4-dihydro-3-oxo-
4-(2-propynyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1
H-isoindole-1,3(2H)-dione and N-(
1. A herbicidal composition comprising phosphonomethyl)glycine or a salt thereof as an active ingredient.
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63171346A JP2606300B2 (en) | 1988-07-08 | 1988-07-08 | Herbicidal composition |
MYPI89000830A MY104039A (en) | 1988-07-08 | 1989-06-20 | Herbicidal composition. |
US07/374,867 US4994102A (en) | 1988-07-08 | 1989-07-03 | Herbicidal composition |
EP89112199A EP0354346B1 (en) | 1988-07-08 | 1989-07-04 | Herbicidal composition |
DE8989112199T DE68903902T2 (en) | 1988-07-08 | 1989-07-04 | HERBICIDAL COMPOSITION. |
ES89112199T ES2053879T3 (en) | 1988-07-08 | 1989-07-04 | A HERBICIDE COMPOSITION. |
AU37863/89A AU607627B2 (en) | 1988-07-08 | 1989-07-05 | Herbicidal composition employing synergism with glyphosate |
BR898903354A BR8903354A (en) | 1988-07-08 | 1989-07-07 | HERBICIDE COMPOSITION, PROCESS TO CONTROL WEEDS AND PROCESS TO PREPARE THIS COMPOSITION |
CA000605103A CA1334249C (en) | 1988-07-08 | 1989-07-07 | Herbicidal composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63171346A JP2606300B2 (en) | 1988-07-08 | 1988-07-08 | Herbicidal composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0222209A true JPH0222209A (en) | 1990-01-25 |
JP2606300B2 JP2606300B2 (en) | 1997-04-30 |
Family
ID=15921506
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63171346A Expired - Lifetime JP2606300B2 (en) | 1988-07-08 | 1988-07-08 | Herbicidal composition |
Country Status (9)
Country | Link |
---|---|
US (1) | US4994102A (en) |
EP (1) | EP0354346B1 (en) |
JP (1) | JP2606300B2 (en) |
AU (1) | AU607627B2 (en) |
BR (1) | BR8903354A (en) |
CA (1) | CA1334249C (en) |
DE (1) | DE68903902T2 (en) |
ES (1) | ES2053879T3 (en) |
MY (1) | MY104039A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001097802A (en) * | 1999-09-30 | 2001-04-10 | Monsanto Co | Package of mixed agrochemical composition having improved stability |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2662053B1 (en) * | 1990-05-21 | 1992-08-07 | Rhone Poulenc Agrochimie | HERBICIDE SOLUTIONS BASED ON N-PHOSPHONOMETHYLGLYCIN. |
TW202380B (en) * | 1991-10-16 | 1993-03-21 | Sumitomo Chemical Co | |
WO1994018836A1 (en) * | 1993-02-17 | 1994-09-01 | Schering Aktiengesellschaft | Synergistic herbicidal composition on the basis of thidiazimin |
AU774112B2 (en) | 2000-03-14 | 2004-06-17 | Sumitomo Chemical Company, Limited | Aqueous pesticidal composition |
US20050101488A1 (en) * | 2003-10-21 | 2005-05-12 | Sumitomo Chemical Company, Limited | Herbicidal composition |
TW201433263A (en) * | 2005-07-04 | 2014-09-01 | Sumitomo Chemical Co | Method for producing pesticidal composition and method for controlling weeds |
BRPI0722192A2 (en) * | 2007-10-30 | 2014-06-24 | Sumitomo Chemical Co | HERBICIDE COMPOSITION. |
US7939466B2 (en) * | 2008-03-26 | 2011-05-10 | Ricks Phillip E | Method of crop production |
US20100005689A1 (en) * | 2008-07-10 | 2010-01-14 | Cqms Pty Ltd | Heavy duty excavator bucket |
US10422103B2 (en) * | 2008-07-10 | 2019-09-24 | Cqms Pty Ltd | Heavy duty excavator bucket |
ES2819324T3 (en) * | 2012-06-06 | 2021-04-15 | Dow Agrosciences Llc | High Strength Herbicide Suspension Concentrates |
US20150173363A1 (en) * | 2013-12-24 | 2015-06-25 | Sumitomo Chemical Company, Limited | Weed control composition |
US9545109B2 (en) | 2014-08-28 | 2017-01-17 | Sumitomo Chemical Company, Limited | Herbicidal composition |
US9545108B2 (en) | 2014-08-28 | 2017-01-17 | Sumitomo Chemical Company, Limited | Herbicidal composition |
CN108782597B (en) * | 2017-04-26 | 2021-08-06 | 四川利尔作物科学有限公司 | Suspending agent containing glyphosate and flumioxazin |
US10555528B1 (en) | 2019-03-20 | 2020-02-11 | Sumitomo Chemical Company, Limited | Herbicidal composition and method for controlling weeds |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3799758A (en) * | 1971-08-09 | 1974-03-26 | Monsanto Co | N-phosphonomethyl-glycine phytotoxicant compositions |
US3929450A (en) * | 1974-06-28 | 1975-12-30 | Monsanto Co | Herbicidal compositions and methods |
HU182980B (en) * | 1979-12-28 | 1984-03-28 | Nitrokemia Ipartelepek | Concentrates and spray solutions containing n-bracket-phosphono-methyl-bracket closed-glycine |
US4612034A (en) * | 1982-12-27 | 1986-09-16 | J. T. Baker Chemical Company | Herbicidal formulation |
US4640707A (en) * | 1984-07-23 | 1987-02-03 | Sumitomo Chemical Company, Ltd. | Tetrahydrophthalimides and their herbicidal use |
-
1988
- 1988-07-08 JP JP63171346A patent/JP2606300B2/en not_active Expired - Lifetime
-
1989
- 1989-06-20 MY MYPI89000830A patent/MY104039A/en unknown
- 1989-07-03 US US07/374,867 patent/US4994102A/en not_active Expired - Lifetime
- 1989-07-04 DE DE8989112199T patent/DE68903902T2/en not_active Expired - Lifetime
- 1989-07-04 ES ES89112199T patent/ES2053879T3/en not_active Expired - Lifetime
- 1989-07-04 EP EP89112199A patent/EP0354346B1/en not_active Expired
- 1989-07-05 AU AU37863/89A patent/AU607627B2/en not_active Expired
- 1989-07-07 BR BR898903354A patent/BR8903354A/en not_active IP Right Cessation
- 1989-07-07 CA CA000605103A patent/CA1334249C/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001097802A (en) * | 1999-09-30 | 2001-04-10 | Monsanto Co | Package of mixed agrochemical composition having improved stability |
Also Published As
Publication number | Publication date |
---|---|
MY104039A (en) | 1993-10-30 |
US4994102A (en) | 1991-02-19 |
CA1334249C (en) | 1995-02-07 |
DE68903902D1 (en) | 1993-01-28 |
BR8903354A (en) | 1990-02-13 |
EP0354346A1 (en) | 1990-02-14 |
AU607627B2 (en) | 1991-03-07 |
AU3786389A (en) | 1990-01-11 |
EP0354346B1 (en) | 1992-12-16 |
JP2606300B2 (en) | 1997-04-30 |
ES2053879T3 (en) | 1994-08-01 |
DE68903902T2 (en) | 1993-04-22 |
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